tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Base Information

Chemical Name:tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate
CAS No.:1443738-96-2
Molecular Formula:C₂₁H₂₉N₃O₄
Molecular Weight:387.479
Hs Code.:

Synonyms:tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

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Chemical Property of tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

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Technology Process of tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

There total 7 articles about tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1443739-14-7
tert-butyl (3S)-4-[2-(3-cyano-4-methoxy-2-methylphenyl)-2-oxoethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

: 1443738-96-2
tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

: 1443738-97-3
tert-butyl (3S,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: tert-butyl (3S)-4-[2-(3-cyano-4-methoxy-2-methylphenyl)-2-oxoethyl]-3-(hydroxymethyl)piperazine-1-carboxylate; With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 72h;

di-tert-butyl dicarbonate; With sodium carbonate; In dichloromethane; for 0.5h;

Reference yield:

: 1431944-47-6
3-(bromoacetyl)-6-methoxy-2-methylbenzonitrile

: 1443738-96-2
tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C

2.1: trifluoroacetic acid; triethylsilane / dichloromethane / 72 h / 20 °C

2.2: 0.5 h

With triethylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

: 22061-78-5
2-bromo-3-methylphenol

: 1443738-96-2
tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 °C

2.1: N,N-dimethyl-formamide / 24 h / 150 °C

3.1: trifluoroacetic acid; N-Bromosuccinimide / 16 h / 20 °C

4.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 3 h / 100 °C

5.1: N-Bromosuccinimide; water / tetrahydrofuran; 1,4-dioxane / 0.08 h / 0 °C

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C

7.1: trifluoroacetic acid; triethylsilane / dichloromethane / 72 h / 20 °C

7.2: 0.5 h

With triethylsilane; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; water; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;